Microwave thermolysis IV: Selective deprotection of MPM ethers using clay supported ammonium nitrate 'clayan' in dry media

Tetrahedron Letters

Volumn 39, Issue 19, 1998, Pages 3043-3046

  Yadav, J S ^a   Meshram, H M ^a   Sudershan Reddy, G ^a   Sumithra, G ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

(4 METHOXYPHENYL)METHYL ETHER; AMMONIUM NITRATE; DIMETHYL ETHER; REAGENT; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; MICROWAVE IRRADIATION; OXIDATION; SYNTHESIS;

EID: 0032493018     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00352-9     Document Type: Article

References (24)

1. 1. a) Greene, T.W.; Wuts, P.G.M. Protective Groups in Organic Synthesis 2nd ed., John Wiley: New York. 1991.
2. b) Bhatt, M.V.; Kulkarni, S.U. Synthesis, 1983, 249.
3. 2. a) Schmidt, W.; Stechan, E. Angew. Chem., Int. Ed. Engl. 1976, 17, 673.
4. b) Schmidt, W.; Stechan, E. Angew. Chem., Int. Ed. Engl. 1979, 18, 802.
5. c) Srikrishna, A.; Viswajanani, R.; Sattigeri, J.A.; Vijaykumar, D. J. Org. Chem. 1995, 60, 5961.
6. d) Vaino, A.R.; Szarek, W.A; Synthesis, 1995, 1157.
7. e) Onoda, T.; Shirai, R.; Iwasaki, S. Tetrahedron Lett. 1997, 38, 1443.
8. f) Hodgetts, K.J.; Wallace, T.W. Syn. Commun., 1994, 24, 1151.
9. g) Valino, A.R.; Szarek, W.A. Synlett., 1995, 1157.
10. 3. a) Nishiguchi, T.; Bougauchi, M. J. Org. Chem., 1989, 54, 3001.
11. b) Fukuyama, T.; Laird, A.A.; Hotchkiss, L.M. Tetrahedron Lett., 1985, 26, 6291.
12. c) Akiyama, T.; Shima, H.; Ozaki, S. Synlett., 1992, 415.
13. d) Herbert, N.; Beck, A.; Lennox, R.B.; Just, G. J. Org. Chem., 1992, 57, 1777.
14. e) Johnsson, R.; Samuelsson, J. J. Chem. Soc., Perkin. Trans. I, 1984, 2371.
15. 4. a) Oikawa, Y; Yoshioka, T.; Yomemitsu, O. Tetrahedron Lett. 1982, 23, 885.
16. b) Chandrasekar, S.; Sumitra, G.; Yadav. J.S. Tetrahedron Lett. 1996, 37, 1645.
17. 5. Horvath, I.T. Chem.Rev. 1995, 05, 1.
18. 6. a) McKillop, A.; Young, D.W. Synthesis, 1979, 401, and 481.
19. b) Laszlo, P. Preparative Chemistry Using Supported Reagents 2nd ed, Academic, San Diego, 1987.
20. 7. a) Caddick, S. Tetrahedron, 1985, 51, 10403
21. b) Varma, R. S.; Meshram, H.M. Tetrahedron Lett. 1997, 35, 5247.
22. c) Varma, R.S.; Saini, R.K.; Meshram, H.M. Tetrahedron Lett. 1997, 38, 6525.
23. 8. Meshram, H.M.; Reddy, G.S.; Yadav, J.S. Tetrahedron Lett., 1997, 38, 8891.
24. 9. Preparation of Clay Supported Ammonium Nitrate "Clayan" : To a solution of ammonium nitrate (5 g) in distillted water (70 ml) was added montmorillonite K 10 (Aldrich Chemicals Co.) (5 g) in portions at room temperature and the suspension stirred for 1 h. Water is removed using a rotary evaporator at 50-60°C under reduced pressure and the resulting moist solid was dried under vacuum at 40°C for 2 h. and the powdery reagent stored in a stoppered bottle.